JPS54145647A - Preparation of pregn-5-en-20-yne-3,17-diol - Google Patents
Preparation of pregn-5-en-20-yne-3,17-diolInfo
- Publication number
- JPS54145647A JPS54145647A JP5463778A JP5463778A JPS54145647A JP S54145647 A JPS54145647 A JP S54145647A JP 5463778 A JP5463778 A JP 5463778A JP 5463778 A JP5463778 A JP 5463778A JP S54145647 A JPS54145647 A JP S54145647A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- pregn
- yne
- diol
- androst
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Abstract
PURPOSE: To obtain the title compound useful as a raw matierial for preparing a spirolactone which is a diuretic, by reducing the product of reaction between androst -4-en-3,17-dione and a metal acetylide at a specific pH, and by treating the reduced reaction product with an acid.
CONSTITUTION: Androst-4-en-3,17-dione is reacted with a metal acetylide, e.g. potassium acetylide, in the presence of a hydrophilic organic solvent, e.g. tetrahydrofuran, to ethynylate the carbonyl group at the 17-position selectively. The pH of the reaction mixture is adjusted to 1W13, preferably 2-12, with a weak acid. The carbonyl group at the 3-position of the ethynylated compound is reduced to give a steroid mixture consisting mainly of pregn-5-en-20-yne-3,17-diol, which is treated with an acid at a pH≤2. The objective substance is separated from the acid-treated mixture.
EFFECT: Easy, economical, high purity and yield.
COPYRIGHT: (C)1979,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5463778A JPS54145647A (en) | 1978-05-09 | 1978-05-09 | Preparation of pregn-5-en-20-yne-3,17-diol |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5463778A JPS54145647A (en) | 1978-05-09 | 1978-05-09 | Preparation of pregn-5-en-20-yne-3,17-diol |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS54145647A true JPS54145647A (en) | 1979-11-14 |
Family
ID=12976275
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP5463778A Pending JPS54145647A (en) | 1978-05-09 | 1978-05-09 | Preparation of pregn-5-en-20-yne-3,17-diol |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS54145647A (en) |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5492949A (en) * | 1977-12-28 | 1979-07-23 | Mitsubishi Chem Ind Ltd | Production of 3,17-dihydroxypregn-5-ene-29-ine |
JPS5495553A (en) * | 1978-01-10 | 1979-07-28 | Mitsubishi Chem Ind Ltd | Production of 3,17-dihydroxypregn-5-ene-20-ine |
-
1978
- 1978-05-09 JP JP5463778A patent/JPS54145647A/en active Pending
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5492949A (en) * | 1977-12-28 | 1979-07-23 | Mitsubishi Chem Ind Ltd | Production of 3,17-dihydroxypregn-5-ene-29-ine |
JPS5495553A (en) * | 1978-01-10 | 1979-07-28 | Mitsubishi Chem Ind Ltd | Production of 3,17-dihydroxypregn-5-ene-20-ine |
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